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Vacation rentals in Claryville

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Top-rated vacation rentals in Claryville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Entire cottage · 4 guests · 2 beds · 1.5 baths

Rolling River Guest House ~ Cozy & Fun

This charming, private guest house used to be the Rolling River Café, converted into a cozy space with a pellet stove, a queen bed upstairs and a futon downstairs. Perfect for 1 to 4 guests, such as 2 couples, 3 friends, or a family of 3 or 4. It is private - no sharing with any other guests. It has an open floor plan on both floors.

What guests are saying:

“We loved it so much , we have extended our stay! Our dog had a lot of space to run around, drinking morning coffee by the river is the best thing ever! Cozy nights in front of fire place, and amazing kitchen , where you cook your favorite dishes. Place very clean and great communication with Kim! Don’t forget to check food form their Upward Kitchen at Upward Brewery it’s out of this world!”

Set on over 50 acres, bordering a thousand acres of state land, this renovated barn is the perfect setting for a country getaway! Get away from the stress of everyday life and relax in this quiet country retreat. Limited cell service and no internet is an opportunity to enjoy a hike in nature, read a book, relax by the wood stove, or watch the cranes on the pond. If you’re looking for a peaceful country setting within 30 minutes of some of the best Hudson valley has to offer, you’ve found it!

What guests are saying:

“There really isn’t any place quite like The Barn. We made our reservation last minute, as we were coming from the city and hadn’t decided to look for an airbnb until around 6pm. Lauren answered within minutes and promptly went to set up The Barn with everything we could possibly need for our short escape from New York City. She even typed out explicit directions so that we could figure out how to reach the property in the dark, being that it is at least a half mile off the main road and there is no service past the turnoff. Once we had arrived, we found ourselves stocked with logs for the wood stove in one of the most beautiful converted spaces we’ve had the pleasure of staying in. The dark wood is so warm and cozy, and we found ourselves happy to choose from a collection of DVDs (a lot of great 90s/early 2000s flicks!) rather than Netflix or HBO. It was so nice to be able to disconnect without internet or WiFi, knowing we could access it with intention by driving to the main road. Instead of checking our instagrams in the morning or being subjected to the bleak morning news, we woke to the pleasure of the rising sun and smell of coffee as we sat on the private patio overlooking a pond, in which a family of ducks have made their home. Lauren was happy to answer all of our questions, as well as recommended some hikes and swimming holes that are still open so long as you practice social distancing. She even let us know where a few trails on their property were! One of the highlights for us was using the fire pit and bbq, while Lauren’s dogs Chubs and Aurora payed us visits throughout the day. The property and view are absolutely stunning. All in all, we had an amazing time and can’t wait to plan our next trip to the Barn!”

2 bedroom Catskill Mountain top cabin located on 30 private and pristine acres. Ideal for the nature lover in search of privacy, relaxation and access to Catskill hiking trails, waterfalls and area ski attractions (Hunter Mountain) and nature parks (Minnewaska/Mohonk). Cabin has two full beds and a sleeper loft with another full bed(ideal for children or an extra guest). About two hours from New York City and 40 minutes from the restaurants & attractions of Woodstock, New Paltz, and

What guests are saying:

“Tiffany's place was fantastic. My boyfriend and I decided to go away for the long Thanksgiving weekend and we not disappointed! There were amazing touches from a hefty stack of firewood for the wood burning stove to goodies for s'mores (that we definitely took advantage of). It was a great way to relax and unplug for a couple of days. Our only neighbor was nature and since we live in Brooklyn this was a nice change of pace. Thank you Tiffany and Julyan for your hospitality! We will definitely be back in the summer!”